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Kitts Field, Beautiful Cape Style Home, Private Landscaped Yard, Walk 15 min to Edgartown Village Center, South Beach 3 miles, State Beach 2.5 Miles.

Traditional and delightful Cape Style home features 3 bedrooms and 2.5 baths.  The sunny open floor plan on the main living level consists of a kitchen, dining area, and comfortable...Read more

Location: 
Katama
Sleeps: 
7
Bedrooms: 
3
Baths: 
2
Price Range:
$3,600 - $5,500
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$4,000
7
8
9
10
11
12
13
$4,100
14
15
16
17
18
19
20
$4,200
21
22
23
24
25
26
27
$5,050
28
29
30
 $5,400
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$5,400
5
6
7
8
9
10
11
$5,400
12
13
14
15
16
17
18
$5,450
19
20
21
22
23
24
25
$5,500
26
27
28
29
30
31
 $5,500
August 2026
SuMoTuWeThFrSaWeek
 1
$5,500
2
3
4
5
6
7
8
$5,500
9
10
11
12
13
14
15
$5,500
16
17
18
19
20
21
22
$5,500
23
24
25
26
27
28
29
$5,500
30
31
 $3,600
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$3,600
6
7
8
9
10
11
12
$3,600
13
14
15
16
17
18
19
$3,600
20
21
22
23
24
25
26
$3,600
27
28
29
30
 $4,200
Clean Fee: 
$380 per week
Tax: State & Local: 
11.7
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In-Town, Water View, Waterfront

Enjoy expansive harbor views and passing tall-masted schooners from the breezy wrap-around porch of this delightful five-bedroom classic Vineyard home over the harbor. Stroll to the village center, tennis, fine...Read more

Location: 
Vineyard Haven
Sleeps: 
10
Bedrooms: 
5
Baths: 
3
Price Range:
$5,500 - $5,500
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$5,500
7
8
9
10
11
12
13
$5,500
14
15
16
17
18
19
20
$5,500
21
22
23
24
25
26
27
28
29
30
 $6,750
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$6,750
5
6
7
8
9
10
11
$6,750
12
13
14
15
16
17
18
$6,750
19
20
21
22
23
24
25
$6,750
26
27
28
29
30
31
 $6,750
August 2026
SuMoTuWeThFrSaWeek
 1
$6,750
2
3
4
5
6
7
8
$6,750
9
10
11
12
13
14
15
$6,750
16
17
18
19
20
21
22
$6,750
23
24
25
26
27
28
29
$6,750
30
31
 $5,500
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$5,500
6
7
8
9
10
11
12
$5,500
13
14
15
16
17
18
19
$5,500
20
21
22
23
24
25
26
$5,500
27
28
29
30
 $5,500
Clean Fee: 
$550 per week
Tax: State & Local: 
11.7
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Newly Updated Contemporary Home, I mile to Edgartown Village Center, Lovely Landscaped Yard Area!

Extended families will enjoy this modern, contemporary, open living style home set just on the outskirts of Edgartown center, just 1.8 miles into town and a short distance to State and South...Read more

Location: 
Edgartown
Sleeps: 
8
Bedrooms: 
4
Baths: 
3
Price Range:
$3,250 - $5,500
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$3,250
7
8
9
10
11
12
13
$3,500
14
15
16
17
18
19
20
$4,000
21
22
23
24
25
26
27
$5,000
28
29
30
 $5,000
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$5,000
5
6
7
8
9
10
11
$5,000
12
13
14
15
16
17
18
$5,500
19
20
21
22
23
24
25
$5,500
26
27
28
29
30
31
 $5,750
August 2026
SuMoTuWeThFrSaWeek
 1
$5,750
2
3
4
5
6
7
8
$5,750
9
10
11
12
13
14
15
$5,750
16
17
18
19
20
21
22
$5,750
23
24
25
26
27
28
29
$5,000
30
31
 $3,750
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$3,750
6
7
8
9
10
11
12
$3,750
13
14
15
16
17
18
19
$3,500
20
21
22
23
24
25
26
$3,500
27
28
29
30
 $3,250
Clean Fee: 
$450 per week
Tax: State & Local: 
11.7
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Charming, 4-bedroom Oak Bluffs Home, pristinely maintained!  The large wraparound porch and backyard patio areas provide the perfect venue for relaxing when not at the beach or out and about...Read more

Location: 
Oak Bluffs
Sleeps: 
7
Bedrooms: 
4
Baths: 
2
Price Range:
$2,000 - $5,500
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$2,500
7
8
9
10
11
12
13
$3,000
14
15
16
17
18
19
20
$3,000
21
22
23
24
25
26
27
$3,000
28
29
30
 $5,500
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$5,500
5
6
7
8
9
10
11
$5,500
12
13
14
15
16
17
18
$5,000
19
20
21
22
23
24
25
$5,000
26
27
28
29
30
31
 $5,000
August 2026
SuMoTuWeThFrSaWeek
 1
$5,000
2
3
4
5
6
7
8
$7,500
9
10
11
12
13
14
15
$7,500
16
17
18
19
20
21
22
$7,500
23
24
25
26
27
28
29
$5,500
30
31
 $5,000
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$5,000
6
7
8
9
10
11
12
$3,000
13
14
15
16
17
18
19
$3,000
20
21
22
23
24
25
26
$2,000
27
28
29
30
 $2,000
Clean Fee: 
$450 per week
Tax: State & Local: 
11.7

Parking for two cars only, no on-street parking!

 

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Lovely, Recently Updated West Chop Area Home, Spacious Deck, Open Living Spaces, 15 Minute Walk to Town

This lovely, spacious, airy home was recently renovated, an open-concept home filled with natural light and located on a private road. Your next “home away from home” is perfectly located minutes from all...Read more

Location: 
Vineyard Haven
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
Price Range:
$3,500 - $5,500
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$3,500
7
8
9
10
11
12
13
$3,500
14
15
16
17
18
19
20
$3,500
21
22
23
24
25
26
27
$3,800
28
29
30
 $4,300
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$4,300
5
6
7
8
9
10
11
$4,300
12
13
14
15
16
17
18
$4,300
19
20
21
22
23
24
25
$4,800
26
27
28
29
30
31
 $5,500
August 2026
SuMoTuWeThFrSaWeek
 1
$5,500
2
3
4
5
6
7
8
$5,500
9
10
11
12
13
14
15
$5,800
16
17
18
19
20
21
22
$4,800
23
24
25
26
27
28
29
$4,400
30
31
 $3,500
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$3,500
6
7
8
9
10
11
12
$3,500
13
14
15
16
17
18
19
$3,500
20
21
22
23
24
25
26
$3,500
27
28
29
30
 $3,500
Clean Fee: 
$450 per week
Tax: State & Local: 
11.7
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Charming Katama Cape Style Home, Screened Porch with Dining, Deck and Farmers Porch, 3 minute drive to South Beach and 5 minute drive to Edgartown Village

A charming Katama home, set equidistance, 1.5 miles, between South Beach and Edgartown Village Center. 

Multiple outdoor areas include a farmer's porch with rockers, a spacious screened porch with outdoor dining...Read more

Location: 
Katama
Sleeps: 
8
Bedrooms: 
4
Baths: 
3
Price Range:
$1,700 - $5,300
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$2,800
7
8
9
10
11
12
13
$2,800
14
15
16
17
18
19
20
$3,750
21
22
23
24
25
26
27
$3,750
28
29
30
 $5,000
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$5,000
5
6
7
8
9
10
11
$5,000
12
13
14
15
16
17
18
$5,300
19
20
21
22
23
24
25
$5,300
26
27
28
29
30
31
 $5,300
August 2026
SuMoTuWeThFrSaWeek
 1
$5,300
2
3
4
5
6
7
8
$5,300
9
10
11
12
13
14
15
$5,300
16
17
18
19
20
21
22
$4,800
23
24
25
26
27
28
29
$4,800
30
31
 $4,800
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$4,800
6
7
8
9
10
11
12
$3,800
13
14
15
16
17
18
19
$2,200
20
21
22
23
24
25
26
$2,200
27
28
29
30
 $2,200
Clean Fee: 
$450
Tax: State & Local: 
11.7
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Contemporary Farmhouse Design, Multiple Living Areas, Screened Porch & Farmers Porch, Deck, Lovely Yard Area, Bike or Walk to Oak Bluffs Center.

Situated just on the outskirts of Oak Bluffs, this lovely vacation home offers renters modern styling with multiple living spaces and all the conveniences renters look for in a vacation home....Read more

Location: 
Oak Bluffs
Sleeps: 
8
Bedrooms: 
4
Baths: 
3
Price Range:
$3,100 - $5,300
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$3,300
7
8
9
10
11
12
13
$3,300
14
15
16
17
18
19
20
$3,600
21
22
23
24
25
26
27
$4,300
28
29
30
 $5,300
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$5,300
5
6
7
8
9
10
11
$5,300
12
13
14
15
16
17
18
$5,300
19
20
21
22
23
24
25
$5,300
26
27
28
29
30
31
 $5,900
August 2026
SuMoTuWeThFrSaWeek
 1
$5,900
2
3
4
5
6
7
8
$6,100
9
10
11
12
13
14
15
$6,100
16
17
18
19
20
21
22
$5,900
23
24
25
26
27
28
29
$5,900
30
31
 $3,600
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$3,600
6
7
8
9
10
11
12
$3,600
13
14
15
16
17
18
19
$3,100
20
21
22
23
24
25
26
$3,100
27
28
29
30
 
Clean Fee: 
$450 per week
Tax: State & Local: 
11.7

New Bedrooms 3 & 4, in the lower level, and bath are not available in 2025 for the weeks 7/5 & 8/23 and September.  Occupancy limit is 6, 2 Bedrooms 1st and 2nd Level. Sleep sofa and a day bed in the 2nd level family room. Rates listed reflect this arrangement for 2025.  Inquire with Agent for details. 

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Lovely Cape, 7 minute walk to town and harbor area, 4 bedrooms, 3 baths, sleeps 7

Lovely 4 bedroom, 3 bath home, pristinely maintained and ideally located just on the outskirts of Oak Bluffs on a quiet street. Short walk to town center and Oak Bluffs town...Read more

Location: 
Oak Bluffs
Sleeps: 
7
Bedrooms: 
4
Baths: 
3
Price Range:
$2,500 - $5,300
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$3,000
7
8
9
10
11
12
13
$3,000
14
15
16
17
18
19
20
$3,000
21
22
23
24
25
26
27
$3,800
28
29
30
 $4,600
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$4,600
5
6
7
8
9
10
11
$4,600
12
13
14
15
16
17
18
$4,600
19
20
21
22
23
24
25
$4,600
26
27
28
29
30
31
 $5,250
August 2026
SuMoTuWeThFrSaWeek
 1
$5,250
2
3
4
5
6
7
8
$5,300
9
10
11
12
13
14
15
$5,500
16
17
18
19
20
21
22
$5,300
23
24
25
26
27
28
29
$4,300
30
31
 $3,200
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$3,200
6
7
8
9
10
11
12
$3,200
13
14
15
16
17
18
19
$3,000
20
21
22
23
24
25
26
$3,000
27
28
29
30
 $3,000
Clean Fee: 
$400 per week
Tax: State & Local: 
11.7
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Edgartown, Lovely Coastal Cape Retreat, Luxury Decor, Chef's Kitchen, Ideal Central Location

New cape style home, glistening with attention to detail!  Not all homes have to be large to feature quality, luxury decor.  This is a custom-built cape, where the owners have...Read more

Location: 
Edgartown
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
Price Range:
$3,300 - $5,250
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$3,300
7
8
9
10
11
12
13
$3,300
14
15
16
17
18
19
20
$3,500
21
22
23
24
25
26
27
$4,000
28
29
30
 $5,000
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$5,000
5
6
7
8
9
10
11
$5,000
12
13
14
15
16
17
18
$5,200
19
20
21
22
23
24
25
$5,450
26
27
28
29
30
31
 $5,450
August 2026
SuMoTuWeThFrSaWeek
 1
$5,450
2
3
4
5
6
7
8
$5,600
9
10
11
12
13
14
15
$5,600
16
17
18
19
20
21
22
$5,600
23
24
25
26
27
28
29
$5,250
30
31
 $4,000
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$4,000
6
7
8
9
10
11
12
$3,300
13
14
15
16
17
18
19
$3,300
20
21
22
23
24
25
26
$3,300
27
28
29
30
 $3,300
Clean Fee: 
$475
Tax: State & Local: 
11.7
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Pristine Water view Home, Located in the Community of Homes known as Water View Farms, Walk to Private Association Waterfront, Great Play Beach, Launch Kayaks

This charming updated home is set in idyllic Water View Farms overlooking Sengekontacket pond.  This well-thought-out home offers a beautifully landscaped yard and cottage-style living with indoor spaces that transition...Read more

Location: 
Oak Bluffs
Sleeps: 
4
Bedrooms: 
2
Baths: 
2
Price Range:
$2,000 - $5,250
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$3,500
7
8
9
10
11
12
13
$3,500
14
15
16
17
18
19
20
$4,000
21
22
23
24
25
26
27
$4,720
28
29
30
 $5,250
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$5,250
5
6
7
8
9
10
11
$5,250
12
13
14
15
16
17
18
$5,250
19
20
21
22
23
24
25
$5,250
26
27
28
29
30
31
 $5,770
August 2026
SuMoTuWeThFrSaWeek
 1
$5,770
2
3
4
5
6
7
8
$5,770
9
10
11
12
13
14
15
$5,770
16
17
18
19
20
21
22
$5,770
23
24
25
26
27
28
29
$4,720
30
31
 $3,500
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$3,500
6
7
8
9
10
11
12
$3,000
13
14
15
16
17
18
19
$3,000
20
21
22
23
24
25
26
$2,500
27
28
29
30
 $2,000
Clean Fee: 
$300 per week
Tax: State & Local: 
11.7
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South Beach Edgartown, Wifi Internet

Classic Cape-style home privately situated on a quiet end of road location in the heart of the Katama area of Edgartown.  Ideally located just 1.5 miles to Edgartown Village center...Read more

Location: 
Katama
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
Price Range:
$4,000 - $5,200
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$4,800
7
8
9
10
11
12
13
$4,800
14
15
16
17
18
19
20
$4,800
21
22
23
24
25
26
27
$4,800
28
29
30
 $5,200
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$5,200
5
6
7
8
9
10
11
$5,200
12
13
14
15
16
17
18
$5,200
19
20
21
22
23
24
25
$5,200
26
27
28
29
30
31
 $5,200
August 2026
SuMoTuWeThFrSaWeek
 1
$5,200
2
3
4
5
6
7
8
$5,200
9
10
11
12
13
14
15
$5,200
16
17
18
19
20
21
22
$5,200
23
24
25
26
27
28
29
$5,200
30
31
 $5,200
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$5,200
6
7
8
9
10
11
12
$5,200
13
14
15
16
17
18
19
$4,800
20
21
22
23
24
25
26
$4,800
27
28
29
30
 
Clean Fee: 
$375 per week
Tax: State & Local: 
11.7

Pet Friendly on a case by case basis

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South Beach Contemporary, Light Filled Interior, Screened Porch and Sunny Deck, Conveniently located to Beach and Five minute drive to Edgartown Village Center

Cute contemporary 3 bedroom, 2 bath beach house located on a quiet lane in the heart of Katama. Just a 5-minute drive to South Beach and 2.5 miles from the Edgartown...Read more

Location: 
Edgartown
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
Price Range:
$3,850 - $5,200
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$4,400
7
8
9
10
11
12
13
$4,400
14
15
16
17
18
19
20
$4,700
21
22
23
24
25
26
27
$4,700
28
29
30
 $5,100
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$5,100
5
6
7
8
9
10
11
$5,100
12
13
14
15
16
17
18
$5,100
19
20
21
22
23
24
25
$5,100
26
27
28
29
30
31
 $5,200
August 2026
SuMoTuWeThFrSaWeek
 1
$5,200
2
3
4
5
6
7
8
$5,200
9
10
11
12
13
14
15
$5,200
16
17
18
19
20
21
22
$5,200
23
24
25
26
27
28
29
$5,200
30
31
 $5,200
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$5,200
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
 
Clean Fee: 
$375 per week
Tax: State & Local: 
11.7
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Charming & Cozy 2 Bedroom, 2 Bath Home, West Chop area of Vineyard Haven, Located on a Quiet Street, Close to Town & Beach

Ideally located in the West Chop woods area of Vineyard Haven, just 1 mile to town center and the business district, and a 10 to 15-minute drive to various public...Read more

Location: 
Vineyard Haven
Sleeps: 
4
Bedrooms: 
2
Baths: 
2
Price Range:
$2,700 - $5,150
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$3,850
7
8
9
10
11
12
13
$3,850
14
15
16
17
18
19
20
$4,000
21
22
23
24
25
26
27
$4,000
28
29
30
 $4,650
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$4,650
5
6
7
8
9
10
11
$4,850
12
13
14
15
16
17
18
$4,850
19
20
21
22
23
24
25
$4,850
26
27
28
29
30
31
 $4,850
August 2026
SuMoTuWeThFrSaWeek
 1
$4,850
2
3
4
5
6
7
8
$5,150
9
10
11
12
13
14
15
$5,150
16
17
18
19
20
21
22
$5,150
23
24
25
26
27
28
29
$5,150
30
31
 $3,300
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$3,300
6
7
8
9
10
11
12
$3,200
13
14
15
16
17
18
19
$3,200
20
21
22
23
24
25
26
$3,200
27
28
29
30
 $2,700
Clean Fee: 
$350 per week
Tax: State & Local: 
11.7
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Vineyard Meadow Farms Home, Close to Gorgeous Long Point Beach, Contemporary Styling, Central AC, Wi-Fi, Private Yard and Deck

 

 Read more

Location: 
West Tisbury
Sleeps: 
8
Bedrooms: 
4
Baths: 
3
Price Range:
$3,400 - $5,100
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$4,400
7
8
9
10
11
12
13
$4,400
14
15
16
17
18
19
20
$4,600
21
22
23
24
25
26
27
$4,600
28
29
30
 $4,800
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$4,800
5
6
7
8
9
10
11
$4,800
12
13
14
15
16
17
18
$4,800
19
20
21
22
23
24
25
$4,800
26
27
28
29
30
31
 $5,100
August 2026
SuMoTuWeThFrSaWeek
 1
$5,100
2
3
4
5
6
7
8
$5,100
9
10
11
12
13
14
15
$5,100
16
17
18
19
20
21
22
$5,100
23
24
25
26
27
28
29
$4,600
30
31
 $4,600
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$4,600
6
7
8
9
10
11
12
$4,600
13
14
15
16
17
18
19
$4,400
20
21
22
23
24
25
26
$4,400
27
28
29
30
 $3,400
Clean Fee: 
$300 per week
Tax: State & Local: 
11.7
Add Favorite
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Adorable, Chic In -Town Home, Coastal Décor, Central AC, Large Bluestone Patio plus a Farmers Porch for Summer Outdoor Enjoyment

Charming is the description for this newly furnished in-town summer cottage-style home. The house boasts multiple outdoor living spaces, including a large, secluded bluestone patio with an outdoor living room, a patio dining and grill...Read more

Location: 
Vineyard Haven
Sleeps: 
7
Bedrooms: 
3
Baths: 
2
Price Range:
$2,900 - $5,100
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
7
8
9
10
11
12
13
$3,700
14
15
16
17
18
19
20
$3,800
21
22
23
24
25
26
27
$4,100
28
29
30
 $4,900
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$4,900
5
6
7
8
9
10
11
$5,100
12
13
14
15
16
17
18
$5,100
19
20
21
22
23
24
25
$5,100
26
27
28
29
30
31
 $5,100
August 2026
SuMoTuWeThFrSaWeek
 1
$5,100
2
3
4
5
6
7
8
$5,100
9
10
11
12
13
14
15
$5,100
16
17
18
19
20
21
22
$5,100
23
24
25
26
27
28
29
$4,500
30
31
 $3,700
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$3,700
6
7
8
9
10
11
12
$3,500
13
14
15
16
17
18
19
$3,500
20
21
22
23
24
25
26
$3,500
27
28
29
30
 $3,500
Clean Fee: 
$390 per week
Tax: State & Local: 
11.7

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